(E)-4-乙氧基-1,5-壬二烯 | 67323-96-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (E)-4-乙氧基-1,5-壬二烯
• 英文名称: (E)-4-Ethoxy-nona-1,5-diene
• 英文别名: (5E)-4-ethoxynona-1,5-diene
• CAS: 67323-96-0
• 化学式: C₁₁H₂₀O
• 分子量: 168.279
• InChiKey: MGNJNBIYMABMSD-CSKARUKUSA-N

物化性质

• 沸点：
  211.5±19.0 °C(Predicted)
• 密度：
  0.818±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-已烯醛 、 原甲酸三乙酯 、 烯丙基三甲基硅烷 在 bismuth(lll) trifluoromethanesulfonate 作用下， 以 乙腈 为溶剂， 反应 2.5h， 以27%的产率得到(E)-4-乙氧基-1,5-壬二烯
  参考文献：
  名称：

  Bismuth Compounds in Organic Synthesis. A One-Pot Synthesis of Homoallyl Ethers and Homoallyl Acetates from Aldehydes Catalyzed by Bismuth Triflate

  摘要：

  [GRAPHICS]Three one-pot methods for the conversion of aldehydes to homoallyl ethers catalyzed by Bi(OTf)(3)center dot xH(2)O (1 < x < 4) have been developed. The one-pot synthesis of homoallyl ethers can be achieved either by in situ generation of the acetal followed by its reaction with allyltrialkylsilane or by a three-component synthesis in which the aldehyde, trimethylorthoformate or an alkoxytrimethylsilane and allyltrimethylsilane are mixed together in the presence of bismuth triflate (0.1-1.0 mol %). In addition, a three-component synthesis of homoallyl acetates, which is achieved by reacting the aldehyde, acetic anhydride, and allyltrimethylsilane in the presence of bismuth triflate (3.0-5.0 mol %), has been developed. The use of a relatively nontoxic, easy to handle, and inexpensive catalyst adds to the versatility of these methods.

  DOI：

  10.1021/jo048475m